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Sailor · 2019–2026

Oliver Gray

lgyc E ScowX BoatMelges 15

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Events
135

750 races · 86 race wins

Win rate
16%

16% win rate · 21 of 135

Podium rate
33%

44 top-three finishes

Typically beats
63%

of boats faced (range 62%–64%, 4,201 boats)

Best class ranking
#8

Helm in X Boat · rating 585

Longest win streak
5

race wins in a row

Most successful partnership
Milena Phillips

7 wins · 10 podiums in 16 events together · 44% win rate

Best trio
Quinn Burrough & Adler Johnston

3 wins · 4 podiums in 11 events, all three aboard

Biggest lift
Milena Phillips

+37 points of fleet beaten when sailing together

Longest-running crew
Jordan Gray

Dec 2019 – Sep 2026 · 43 events

Nemesis
Eddie Cox

13–127 head to head in 141 races

Rival
Grady Strothman

90–106 in 196 races

Best day
30 Jul 2023

7-3-2-1-2-1-2-5-1-2 · Skyline Regatta 2023

Signature result
1st of 71

2025 ILYA Melges 15 Championship Regatta · Melges 15 · 30 Jul 2025

Partnerships · 45 sailors

Most successful partnership: Milena Phillips — 7 wins · 10 podiums in 16 events together · 44% win rate
  • Jordan Gray · 085, 156, 85, Bad Habit · C Scow, E Scow, Melges 14, Melges 15 43events 1 wins together · 7 podiums · 2% win rate · 13 of 246 races won Beat 46% of the fleet together(−23 vs. without) · best 1st · Dec 2019 – Sep 2026
  • Adler Johnston · Bad Habit, Hammer Time, Oliver Gray, OMG · E Scow, Melges 15, PHRF handicap 23events 6 wins together · 9 podiums · 26% win rate · 11 of 138 races won Beat 77% of the fleet together(+19 vs. without) · best 1st · May 2023 – Sep 2026
  • Quinn Burrough · Bad Habit, Chunky Monkey, Hammer Time, Oliver Gray · E Scow, X Boat 19events 3 wins together · 5 podiums · 16% win rate · 8 of 121 races won Beat 70% of the fleet together(+10 vs. without) · best 1st · Jul 2021 – Sep 2026
  • Milena Phillips · Chunky Monkey, Hammer Time, Milena Phillips, Oliver Gray · E Scow, Melges 15, X Boat 16events 7 wins together · 10 podiums · 44% win rate · 26 of 89 races won Beat 94% of the fleet together(+37 vs. without) · best 1st · Apr 2024 – Sep 2026
  • Adler Johnson · Oliver Gray, OMG, OMG Racing · E Scow, Melges 15 10events 3 wins together · 5 podiums · 30% win rate · 6 of 68 races won Beat 67% of the fleet together(+6 vs. without) · best 1st · Jul 2022 – Jul 2023
  • Tiera Gray · Jordan Gray · C Scow 9events 0 wins together · 2 podiums · 0% win rate · 1 of 22 races won Beat 14% of the fleet together(−51 vs. without) · best 2nd · Dec 2019 – Dec 2020
  • Adi LaCroix · Adi LaCroix, Chunky Monkey, Oliver Gray · E Scow, X Boat 6events 0 wins together · 1 podiums · 0% win rate · 1 of 27 races won Beat 71% of the fleet together(+10 vs. without) · best 3rd · Apr 2023 – Mar 2026
  • George Holland · Black Heart · X Boat 5events 0 wins together · 0 podiums · 0% win rate · 0 of 16 races won Beat 16% of the fleet together(−47 vs. without) · best 9th · May 2019 – Aug 2020
  • Jeff Germanotta · Bad Habit, Jim Smith · E Scow 4events 0 wins together · 0 podiums · 4 events · 0 of 30 races won Beat 46% of the fleet together(−16 vs. without) · best 7th · May 2021 – May 2022
  • Jim Smith · Bad Habit, Jim Smith · E Scow 4events 0 wins together · 0 podiums · 4 events · 0 of 30 races won Beat 46% of the fleet together(−16 vs. without) · best 7th · May 2021 – May 2022

Lift shows how much better this sailor finishes with that partner aboard.

Rating history

-2331655622020202120222023202420252026Helm rating, full-size sailingCrew rating, full-size sailing

— Helm rating, full-size sailing · - - Crew rating, full-size sailing

Event history · 135

DateEventBoatClassRoleFinish
24 Oct 2026Howler Regatta, XVIOliver GrayILCA 6 (Laser Radial)Skipper11th / 26
10 Oct 20262026 Oktoberfest RegattaOliver GrayILCA 6 (Laser Radial)Skipper1st / 2
24 Sep 20262026 E Scow Blue ChipHammer TimeE ScowCrew6th / 23
10 Sep 20262026 E Scow National Championship - Sponsored by BairdHammer TimeE ScowCrew32nd / 77
9 Aug 20262026 ILYA Annual Championship RegattaHammer TimeE ScowCrew15th / 49
29 Jul 20262026 ILYA Melges 15 Championship RegattaOliver GrayMelges 15Skipper2nd / 50
6 Jul 20262026 GLSS DinghyfestMilena PhillipsMelges 15Crew1st / 17
11 Jun 20262026 Melges 15 U.S. National ChampionshipMilena PhillipsMelges 15Crew15th / 75
23 May 20262026 California Offshore Race Week Series - Spinnaker CupOrcaPHRF handicapMid Bow1st / 8
15 May 20262026 E SCOW SPRING REGATTAOliver GrayE ScowSkipper5th / 24
1 May 20262026 LGYC A SCOW A SERIESFull ThrottleA ScowCrew5th / 11
1 May 20262026 LGYC A SCOW SPRING SERIESFull ThrottleA ScowCrew2nd / 8
1 May 20262026 LGYC E SCOW A SERIESHammer TimeE ScowSkipper2nd / 18
1 May 20262026 LGYC E SCOW B SERIESOliver GrayE ScowSkipper4th / 12
1 May 20262026 LGYC E SCOW FALL SERIESHammer TimeE ScowSkipper11th / 13
1 May 20262026 LGYC E SCOW SPRING SERIESOliver GrayE ScowSkipper2nd / 5
24 Mar 20262026 Melges E Scow Spring BreakAdi LaCroixE ScowCrew3rd / 6
20 Mar 20262026 Melges 15 Midwinter ChampionshipOliver GrayMelges 15Skipper21st / 99
21 Feb 20262025-26 Melges 15 Winter Series #3Chunky MonkeyMelges 15Skipper6th / 127
6 Feb 20262026 Nite National ChampionshipOliver GrayNiteSkipper1st / 13
3 Jan 20262025-26 Melges 15 Winter Series #2Oliver GrayMelges 15Skipper12th / 133
20 Dec 20252025 UR Sailing ILCA ClinicOliver GrayILCA 6 (Laser Radial)Skipper2nd / 8
22 Nov 20252025-26 Melges 15 Winter Series #1Chunky MonkeyMelges 15Skipper6th / 89
3 Oct 20252025 Melges 15 National ChampionshipOliver GrayMelges 15Skipper18th / 71
27 Sep 20252025 Oktoberfest RegattaOliver GrayILCA (rig not given)Skipper1st / 6

Helm rating, Full-size sailing: 529, #1,938.Crew rating, Full-size sailing: 221, #13,910. Compiled from public results; not an official ranking.